Bill Maher chats with a lively group of kids aged 8 to 16, diving into their quirky perspectives on life. They contrast childhood games with today's tech, share dreams of acting and directing, and humorously tackle the realities of school life and the media. The kids discuss everything from dinosaurs and Tom Cruise to travel tales in Europe. Their candid thoughts reveal the innocence and wisdom of youth, while Bill tries to decipher the complexities of parenting and childhood in a modern world.

Terry Crews, an actor and former athlete, shares his gripping journey through Hollywood and battles with addiction. He reflects on his strict Pentecostal upbringing, revealing the impact it had on his views of intimacy and sexuality. The conversation dives into the complexities of masculinity and the Me Too movement, garnished with humor and honesty. Terry also discusses representation in film and the allure of movies like 'Idiocracy,' while playfully engaging in a friendly debate about arm wrestling. A candid exploration of personal identity and societal issues unfolds.

Bobby Lee, a comedian renowned for his candid storytelling, joins Bill Maher for a lively chat. They dive into the challenges of stand-up comedy, expressing fears of repeating jokes and anxieties over new material. Bobby shares his youthful experimentation and past addictions, offering a humorous perspective on life choices. The duo explores cultural shifts, their humorous takes on movie preferences, and even debates the merits of video games. Their playful banter weaves comedy, personal anecdotes, and insights on modern relationships, creating an entertaining dialogue that’s hard to miss.

Haliey Welch, a rising star with a passion for country music, shares her unique journey in show business. She discusses her roots in rural Tennessee and how her upbringing shaped her perspective on fame. Haliey reflects on her love for iconic country artists while comparing her ascent to the Kardashians. The duo dives into how schools often miss the mark in supporting kids, and Haliey shares her travel dreams and favorite drinks, drawing parallels between her experiences and historical celebrity culture, all laced with humor and insight.

Legendary actor Malcolm McDowell discusses his iconic roles, working with renowned directors like Stanley Kubrick, and the real story behind the controversial movie 'Caligula'. The conversation also delves into English humor, recovery journey, the British monarchy, and stories about Richard Pryor and Garry Shandling.

Armie Hammer opens up about his fall from grace, the police investigation, and the importance of therapy. The discussion covers his Netflix documentary 'House of Hammer,' narratives from the internet, trauma, and personal growth. Bill Maher explores cancel culture, investigative journalism, consent, wealth, and relationships.

Penn Jillette, of Penn and Teller fame, joins Bill Maher to discuss magicians' secrets, love for animals, libertarians, comedic mishaps, and youth adventures like hopping trains. They tackle topics from seat belts to Penn's time in the 'nut chair' on a show.

U.S. Congressmen Byron Donalds and Wesley Hunt discuss engaging the black community in conservative values through 'Congress, Cognac, and Cigars' sessions. Topics include school choice, inflation, immigration crisis, and combat experience shaping fearlessness. Sage Steele emphasizes the need for strong black leaders, trust decline in political institutions, patriotism, and exceptionalism.

Guest Fabio Lanzoni and Bill Maher discuss Italians, marriage, romance novels, #MeToo in the Middle East, third act problems in adult entertainment, college intelligence, being alone, and Italian men moving home.

Star Wars legend Billy Dee Williams and host Sage Steele discuss breaking barriers, facing public pressure, valuing individualism, diversity of opinions, and the importance of authenticity in the black community.